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Chapter: 11th Chemistry : Haloalkanes and Haloarenes

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Nature of C- X bond in haloarenes

Halogen atom contains P-orbital with lone pair of electrons which interacts with π-orbitals of benzene ring to form extended conjugated system of π- orbitals.

Nature of C- X bond in haloarenes

 

In halo arenes the carbon atom is sp2 hybridised. The sp2 hybridised orbitals are shorter and holds the electron pair of bond more tightly.

Halogen atom contains P-orbital with lone pair of electrons which interacts with π-orbitals of benzene ring to form extended conjugated system of π- orbitals. The delocalisation of these electrons give double bond character to C – X bond. The resonance structure of halobenzene is given as


Due to this double bond character of C- X bond in haloarenes ,the C-X bond is shorter in length and stronger than in halo alkanes.


Example


 

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